Leelanau Peninsula Wineries Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Leelanau Peninsula Wineries

The Birches - Condotel in Lake Leelanau

3.5 star property
9.6 out of 10, Exceptional, (9)
"My family and I thoroughly enjoyed our stay at this beautiful, modern home. The space was clean, stylish, and had everything we needed for a comfortable and memorable visit. Although we initially had trouble accessing the unit due to unclear instructions, once we got in, everything was fantastic. We truly appreciated the peaceful atmosphere and thoughtful touches throughout. We’re definitely planning to come back! "
The Birches - Condotel in Lake Leelanau

Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

10.0 out of 10, Exceptional, (67)
"Mathew is an excellent host who is incredibly accommodating and friendly. The house is open, clean, and great for a large group. "
Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

10.0 out of 10, Exceptional, (275)
"So happy with our stay. The house was great and the beach area was beautiful. Also close to good shopping and wineries. Aaron was an excellent host! "
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

After Dune Delight 5BR Home River Kayaks Beaches

9.8 out of 10, Exceptional, (26)
"Wonderful house. Perfect location"
After Dune Delight 5BR Home River Kayaks Beaches

Modern home in Glen Arbor. Steam shower. Walk to lake. Air conditioning.

10.0 out of 10, Exceptional, (49)
"Great property and location to beach for the kids"
Modern home in Glen Arbor. Steam shower. Walk to lake. Air conditioning.

Large 6-bedroom home, sleeps 16! WiFi and a private sandy beach in Traverse City

10.0 out of 10, Exceptional, (2)
"Property was perfect for a family get away. Plenty of room for everyone to relax and socialize. House was located close to Traverse City, Suttons Bay and Glen Arbor for day trips. Plenty of things to do near by too. Host, Laurie, was great to work with and was available to answer any questions if anything came up. Would definitely recommend and stay again."
Large 6-bedroom home, sleeps 16! WiFi and a private sandy beach in Traverse City

New! Cute 2-bedroom cottage in quaint Northport

2.0 star property
10.0 out of 10, Exceptional, (22)
"Cozy little cabin just outside Northport. Very clean, comfortable and close to dining, shopping and wineries!"
New! Cute 2-bedroom cottage in quaint Northport

Suttons Bay-Fire Pit, walk to town/beach, brewery, dining

9.8 out of 10, Exceptional, (96)
"Couldn’t be in a better location. Walking distance to everything. "
Suttons Bay-Fire Pit, walk to town/beach, brewery, dining

Leelanau Farmhouse Ste 2

9.4 out of 10, Exceptional, (16)
"Thank you for helping with boat parking. It worked out great! We will definitely be back "
The price is NZ$601
includes taxes & fees
6 Oct - 7 Oct
Leelanau Farmhouse Ste 2

Studio in Lake Leelanau with outside entrance, king bed, & WiFi

8.8 out of 10, Excellent, (9)
"Our stay was pleasant, the studio room was very large, clean and comfortable. Owner communicated often and was flexible and accommodating on check-in time. "
The price is NZ$519
includes taxes & fees
2 Oct - 3 Oct
Studio in Lake Leelanau with outside entrance, king bed, & WiFi

Condo with lake views

7.8 out of 10, Good, (28)
"Condo was in a great location with fantastic views of Lake Michigan. Would rent this unit again......"
Condo with lake views

A Leland Favorite!Walk to Beach& Town Sleeps 10 OPEN 1st Toast the Season Wines!

9.8 out of 10, Exceptional, (167)
"A great place to visit. Great restaurants, wineries & cute shops. We walked to the downtown & beach. Kids had fun finding bluey stones! "
The price is NZ$1,123
includes taxes & fees
19 Oct - 20 Oct
A Leland Favorite!Walk to Beach& Town Sleeps 10 OPEN 1st Toast the Season Wines!

Hot Tub & West Bay Waterfront Sunrises - All Decked Out

9.4 out of 10, Exceptional, (21)
"We absolutely loved this property. It was the perfect location to all we wanted to explore and the views were amazing! "
Hot Tub & West Bay Waterfront Sunrises - All Decked Out

Prime FALL COLOR-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄

10.0 out of 10, Exceptional, (216)
"We have always enjoyed staying at this house. It has everything you need and is very clean. Tricia is a great host. "
Prime FALL COLOR-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄

The Little Green Cottage in the Woods

10.0 out of 10, Exceptional, (43)
"We loved Glen Arbor. The location of this property is ideal. We appreciated the privacy & quiet. "
The Little Green Cottage in the Woods

Riverfront condo with beach access to lake, fireplace, furnished deck & cable

9.0 out of 10, Wonderful, (39)
"We really enjoyed our stay on the property. The location is wonderful!"
Riverfront condo with beach access to lake, fireplace, furnished deck & cable

Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12

10.0 out of 10, Exceptional, (111)
"Great property with great amenities "
Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12

Chic and Cozy Condo

9.6 out of 10, Exceptional, (230)
"The Condo was super clean and was as described! Within walking distance to the on site restaurants. the king-sized bed was huge and very comfortable. The condo has everything you would need for very relaxing stay in any season."
The price is NZ$580
includes taxes & fees
1 Nov - 2 Nov
Chic and Cozy Condo

Historic Fishtown Shanty-Renovated and Remodeled

10.0 out of 10, Exceptional, (42)
"Everything was perfect!"
Historic Fishtown Shanty-Renovated and Remodeled

STUNNING 100 FEET OF PRIVATE BEACH ON GRAND TRAVERSE BAY WITH HOT TUB

10.0 out of 10, Exceptional, (30)
"Beautiful home, very clean! Exactly how it was pictured. Wish we had better weather to enjoy the paddle boat, paddle board, and kayaks that were provided. Definitely a place that we would book again. "
STUNNING 100 FEET OF PRIVATE BEACH ON GRAND TRAVERSE BAY WITH HOT TUB
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Leelanau Peninsula Wineries Hotel Reviews

Find out more about Leelanau Peninsula Wineries

Find out more about Leelanau Peninsula Wineries

Everything you need to know about Leelanau Peninsula Wineries holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leelanau Peninsula Wineries holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leelanau Peninsula Wineries holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Leelanau Peninsula Wineries holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leelanau Peninsula Wineries. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leelanau Peninsula Wineries holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leelanau Peninsula Wineries holiday rentals we have selected for you start as low as NZ$519 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Leelanau Peninsula Wineries rentals

At Expedia, we put the best Leelanau Peninsula Wineries holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Leelanau Peninsula Wineries rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leelanau Peninsula Wineries holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leelanau Peninsula Wineries. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.